7423-55-4 | 3-Maleimidopropionic acid

Packsize	Purity	Availability	Price	Discounted Price
1g	97%	in stock	$13.00	$9.00
5g	97%	in stock	$16.00	$11.00
10g	97%	in stock	$28.00	$19.00
25g	97%	in stock	$52.00	$36.00
50g	97%	in stock	$86.00	$60.00
100g	97%	in stock	$159.00	$111.00

Description

• Catalog Number: AB44614
• Chemical Name: 3-Maleimidopropionic acid
• CAS Number: 7423-55-4
• Molecular Formula: C7H7NO4
• Molecular Weight: 169.1348
• MDL Number: MFCD00043030
• SMILES: OC(=O)CCN1C(=O)C=CC1=O

Computed Properties

• Complexity: 251
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 3

Upstream Synthesis Route

3-Maleimidopropionic acid is a versatile compound widely used in chemical synthesis, particularly in the field of bioconjugation and protein modification. Its unique structure, featuring a maleimide group, allows it to selectively react with thiol-containing molecules or proteins, forming stable thioether linkages.One of the key applications of 3-Maleimidopropionic acid is in the preparation of maleimide-functionalized polymers, peptides, and other biomolecules for site-specific conjugation reactions. By reacting with free thiol groups on target molecules, this compound enables the precise attachment of various functional groups or labels, aiding in the development of targeted drug delivery systems, diagnostic tools, and biomaterials.Furthermore, 3-Maleimidopropionic acid plays a crucial role in the synthesis of antibody-drug conjugates (ADCs), a promising class of biotherapeutics that target cancer cells. By conjugating a cytotoxic drug to an antibody using this compound, researchers can create highly potent and specific anticancer agents with reduced off-target effects.Overall, the versatility and selectivity of 3-Maleimidopropionic acid make it an indispensable tool in chemical synthesis for the modification and functionalization of biomolecules, driving innovation in various biomedical and pharmaceutical applications.

Literature

• Biophysical property and broad anti-HIV activity of albuvirtide, a 3-maleimimidopropionic acid-modified peptide fusion inhibitor.

  PloS one 20120101

• Enhancing cellular uptake of activable cell-penetrating peptide-doxorubicin conjugate by enzymatic cleavage.

  International journal of nanomedicine 20120101

• Albumin-conjugated C34 peptide HIV-1 fusion inhibitor: equipotent to C34 and T-20 in vitro with sustained activity in SCID-hu Thy/Liv mice.

  The Journal of biological chemistry 20081205

• Protein and electrode engineering for the covalent immobilization of P450 BMP on gold.

  Analytical chemistry 20081115

• Evaluation of low energy CID and ECD fragmentation behavior of mono-oxidized thio-ether bonds in peptides.

  Journal of the American Society for Mass Spectrometry 20070301

• The use of poly(ethylene glycol)-block-poly(lactic acid) derived copolymers for the rapid creation of biomimetic surfaces.

  Biomaterials 20031101